I know there are enough of you there to help out.
Italy. 10 days. 5 in Rome. Other 5 up for debate, likely 3 in Naples and Amalfi coast with 2 in Florence and Chianti.
But it’s all negotiable.
So go.
I’ll volunteer my help for places I know when appropriate in return.
1st time in Italy?
5 days in Rome absolutely set in stone? If not, I would do 3 and book tours of the Vatican and colisseum in advance. They are worth the money just to skip the line. You can make good use of the extra two days in Florence or the Amalfi Coast.
Rome regional food specialties- spaghetti (or other long pasta) carbonara. Also anything with truffles.
Your challenge will be heading north to Florence/Chianti only to head south again. Manageable but it’s a hectic itinerary. Travel the Chianti road from Florence heading south. Barone Ricasoli vineyard has a great tour. It’s also one of the oldest in Italy and the world.
Florence/Tuscany food specialties- steak or “bistecca fiorentina”. Also Ribollita soup.
Florence- Book a tour of the Academica in advance to skip the line to see michelanglo’s “David.”
On the way from Rome to Naples/Amalfi- stop at Pompeii. The ruins are more impressive than in Rome (with the exception of the Colsseum and Pantheon). A few hours will be enough and it actually is on the way.
Naples- one afternoon, at most. Go to Spaccanapoli (historic Naples), eat a pizza, have an espresso and leave. There is a great museum there with artifacts of Caesar/family and from Pompeii but I wouldn’t spend the additional time in Naples unless you had a lot of time to kill, which you don’t. Skip it entirely if you can. You’ll wish you had the time to spend in other cities after the fact.
Amalfi coast- indescribably breathtaking. Stop in Ravello for an afternoon. Walk the infinity terrace, eat at Cumpa Cosimo. Shop for ceramics. Enjoy the best hilltop views on the Coast. Small, idyllic and not as overrun by tourists walking around with self sticks.
Positano- otherworldly but entirely over run by tourists. There’s not a single Italian left in the town. Stop there for an afternoon and maybe one night, then head to Sorrento.
Ravello, Positano and the town of Amalfi are all small and can be covered completely in an afternoon. So two days and one night will do.
Sorrento/Capri- see the blue grotto if you have time. Otherwise, getting lost in Sorrento’s neighborhoods is a great use of time, honestly.
Sorrento is a full day. Capri is a full day (especially if you want to see the grotto).
Amalfi food specialties- anything with lemons, including limoncello. Nearly any pasta with seafood will be a regional dish.
The best food advice I can give- don’t eat anywhere near the tourist areas. You will pay a lot and be disappointed. Sort of obvious but I can’t emphasize it enough. Also avoid any place with a menu “turistica” or written in English.